Cupids Cay Holiday Rentals

"Barbi is incredible and so quick to respond. The house is absolutely beautiful! The views when you first walk out on the deck are breathtaking. The people that live in town are some of the nicest we’ve ever met. Already want to plan a trip back here!!!"

"What an amazing property!! We absolutely loved everything about this area, condo, and host. The sunrise views and beach were simply spectacular and the host was wonderful to work with."

"This was our first trip to Eleuthera and we will certainly return! We choose Sky Beach Club for the onsite bar and restaurant and modern facility. Room was spacious, comfortable and very clean. Minifridge and full size coffee pit meant we could eat in for breakfast and lunch if we chose. Villa 1 and 2 have lovely views of pool with ocean beyond, yet are secluded behind well maintained landscaping. Pool bar under the watch of Sammy was always a fun place to hang out. Drinks were delicious and Sammy a wealth of knowledge about local happenings. We met many new friends here as you can visit to use the pool if you eat/drink from restaurant. Lobster quesadilla was wonderful! The beach in front of resort is the most beautiful we saw! Almost endless stand of deserted beach. Loved it! Bad points - the road into property is REALLY in poor shape. Go slow and rent a 4 wheel vehicle! Checkin was inattentive. They finally texted us the door code hours after arriving though room was ready. Would have been helpful to drop luggage and see fridge etc before we went to get groceries. Overall a fabulous stay! We will certainly go back! "

"Beautiful pink beach steps away from the cottage. Great snorkeling with colorful, tropical fish and beautiful rocks. We saw a stingray, turtles, and possibly a couple of sharks. There were two cute mama birds nesting on the beach. We got to see the eggs and then the last day the babies after they had hatched. We enjoyed using the kayak and snorkeling gear. The cooler was very convenient and much appreciated. The communication with the property manager was very easy and positive. We really enjoyed going to the Methodist Church down the road. We also love seeing the Glass Window Bridge. Sunrises and sunsets were beautiful- Which you can watch from the front porch. We rarely saw people while on the property, but when we did encounter people on the beach or in the stores, everyone was very friendly. We enjoyed the island farm but hate we missed the cinnamon rolls on Tuesdays and Thursdays. Some things to consider: Be prepared for mosquitoes/bugs/flys. Don’t waste your time on Harbor Island. It was a huge disappointment."

"Very clean and modern. Easy in and out with beach."

"This place is perfect for exploring beaches and also having a pool. Located in the middle of the island its convenient to go either North or South. Jethro is hands down the best home owner we have ever rented from. Immediate response in person if needed. Even though right on Banks Rd the privacy is perfect! Looking forward to returning to this beautiful island and will definitely return to Tradewinds!"

"We enjoyed our 10-day stay. The sweet house was everything we expected—Clean, well designed and organized, and close to Governor’s Harbor as well as points north and south. The weather was hotter than we expected, but AC worked well. I especially enjoyed daily “workouts in the small and very clean pool. Jethro, who lives nearby, was particularly helpful with suggestions for restaurants and activities. Highly recommend."

"I have been going to Eleuthera for over 20 years. Every home is different and being on a remote island has its challenges for property owners. This home sits on a great beach with plenty of privacy. It was very clean and the check in process was super easy. Some items are worn, but everything works. The bed in the blue bedroom sways and is super soft (the only negative). Awesome view and nice location."

"The water was beautiful and we really enjoyed the beach at rainbow bay. It’s challenging to get around the settlements because there are very few street signs or signage on businesses. Don’t be afraid to ask around for what you what. We found it to be the easiest."